(1S,2S)-2-[N-((R)-α-methylbenzyl)amino]-3-O-acetyl-1-(4-fluorophenyl)-1,3-propanediol

Base Information

• Chemical Name: (1S,2S)-2-[N-((R)-α-methylbenzyl)amino]-3-O-acetyl-1-(4-fluorophenyl)-1,3-propanediol
• CAS No.: 185981-42-4
• Molecular Formula: C₁₉H₂₂FNO₃
• Molecular Weight: 331.387
• Mol file: 185981-42-4.mol

Synonyms:(1S,2S)-2-[N-((R)-α-methylbenzyl)amino]-3-O-acetyl-1-(4-fluorophenyl)-1,3-propanediol

Chemical Property of (1S,2S)-2-[N-((R)-α-methylbenzyl)amino]-3-O-acetyl-1-(4-fluorophenyl)-1,3-propanediol

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (1S,2S)-2-[N-((R)-α-methylbenzyl)amino]-3-O-acetyl-1-(4-fluorophenyl)-1,3-propanediol

There total 1 articles about (1S,2S)-2-[N-((R)-α-methylbenzyl)amino]-3-O-acetyl-1-(4-fluorophenyl)-1,3-propanediol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

acetic acid (64-19-7,77671-22-8) + (S)-(4-Fluoro-phenyl)-[(S)-1-((R)-1-phenyl-ethyl)-aziridin-2-yl]-methanol (180196-12-7) → (1S,2S)-2-[N-((R)-α-methylbenzyl)amino]-3-O-acetyl-1-(4-fluorophenyl)-1,3-propanediol (185981-42-4)

Guidance literature:

In dichloromethane; for 4h; Heating;

DOI:10.1021/jo961168z

Reference yield: 81.0%

(1S,2S)-2-[N-((R)-α-methylbenzyl)amino]-3-O-acetyl-1-(4-fluorophenyl)-1,3-propanediol (185981-42-4) → Acetic acid (2R,3R)-3-(4-fluoro-phenyl)-1-((R)-1-phenyl-ethyl)-aziridin-2-ylmethyl ester

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; -78 deg C to RT, RT, 6 h;

DOI:10.1016/S0040-4039(98)02095-4

Reference yield:

(1S,2S)-2-[N-((R)-α-methylbenzyl)amino]-3-O-acetyl-1-(4-fluorophenyl)-1,3-propanediol (185981-42-4) → acetic acid 2-tert-butoxycarbonylamino-3-(4-fluoro-phenyl)-propyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / Et₃N, MsCl / CH₂Cl₂ / -78 deg C to RT, RT, 6 h

2: 80 percent / H₂ / Pd(OH)2 / methanol / 7 h / Ambient temperature

With hydrogen; methanesulfonyl chloride; triethylamine; palladium dihydroxide; In methanol; dichloromethane;

DOI:10.1016/S0040-4039(98)02095-4

upstream raw materials:

acetic acid

(S)-(4-Fluoro-phenyl)-[(S)-1-((R)-1-phenyl-ethyl)-aziridin-2-yl]-methanol